JP4416047B1 - 屋外用ポリウレタン系接着剤 - Google Patents
屋外用ポリウレタン系接着剤 Download PDFInfo
- Publication number
- JP4416047B1 JP4416047B1 JP2008293982A JP2008293982A JP4416047B1 JP 4416047 B1 JP4416047 B1 JP 4416047B1 JP 2008293982 A JP2008293982 A JP 2008293982A JP 2008293982 A JP2008293982 A JP 2008293982A JP 4416047 B1 JP4416047 B1 JP 4416047B1
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- JP
- Japan
- Prior art keywords
- polyol
- adhesive
- mol
- parts
- dibasic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000853 adhesive Substances 0.000 title claims abstract description 86
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 84
- 239000004814 polyurethane Substances 0.000 title claims abstract description 37
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 37
- 229920005862 polyol Polymers 0.000 claims abstract description 92
- 150000003077 polyols Chemical class 0.000 claims abstract description 92
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 79
- 239000002253 acid Substances 0.000 claims abstract description 47
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 38
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 31
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 30
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 25
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 20
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 20
- 229920000728 polyester Polymers 0.000 claims abstract description 19
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims abstract description 13
- 125000003118 aryl group Chemical group 0.000 claims abstract description 12
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 27
- 239000003822 epoxy resin Substances 0.000 claims description 22
- 229920000647 polyepoxide Polymers 0.000 claims description 22
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 6
- 229930185605 Bisphenol Natural products 0.000 claims description 4
- 239000002075 main ingredient Substances 0.000 claims description 4
- 230000007423 decrease Effects 0.000 abstract description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 81
- 239000000243 solution Substances 0.000 description 37
- 229920005989 resin Polymers 0.000 description 35
- 239000011347 resin Substances 0.000 description 35
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 33
- 238000006243 chemical reaction Methods 0.000 description 28
- 239000007787 solid Substances 0.000 description 28
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 18
- 239000000463 material Substances 0.000 description 18
- 230000007062 hydrolysis Effects 0.000 description 14
- 238000006460 hydrolysis reaction Methods 0.000 description 14
- -1 polypropylene Polymers 0.000 description 14
- 238000007865 diluting Methods 0.000 description 13
- 238000010438 heat treatment Methods 0.000 description 13
- 238000002156 mixing Methods 0.000 description 13
- 125000003700 epoxy group Chemical group 0.000 description 12
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 12
- 239000007822 coupling agent Substances 0.000 description 11
- 239000011888 foil Substances 0.000 description 11
- 150000001282 organosilanes Chemical class 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 10
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000001361 adipic acid Substances 0.000 description 9
- 235000011037 adipic acid Nutrition 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- 239000012895 dilution Substances 0.000 description 9
- 238000010790 dilution Methods 0.000 description 9
- 238000005886 esterification reaction Methods 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 229910052782 aluminium Inorganic materials 0.000 description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 8
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 230000007774 longterm Effects 0.000 description 7
- 238000010998 test method Methods 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 6
- 239000005058 Isophorone diisocyanate Substances 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000011056 performance test Methods 0.000 description 6
- 229920006267 polyester film Polymers 0.000 description 6
- 230000032683 aging Effects 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 5
- 239000012948 isocyanate Substances 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000005809 transesterification reaction Methods 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 3
- 239000002313 adhesive film Substances 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 230000032798 delamination Effects 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 239000004645 polyester resin Substances 0.000 description 3
- 229920001225 polyester resin Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000004383 yellowing Methods 0.000 description 3
- 239000004246 zinc acetate Substances 0.000 description 3
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000002033 PVDF binder Substances 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000009408 flooring Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 239000002648 laminated material Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- 229920005749 polyurethane resin Polymers 0.000 description 2
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 1
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- ICLCCFKUSALICQ-UHFFFAOYSA-N 1-isocyanato-4-(4-isocyanato-3-methylphenyl)-2-methylbenzene Chemical compound C1=C(N=C=O)C(C)=CC(C=2C=C(C)C(N=C=O)=CC=2)=C1 ICLCCFKUSALICQ-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- DXPIUHXKXUKZDK-UHFFFAOYSA-N 2,5-dimethyl-4,5-dihydro-1,3-oxazole Chemical compound CC1CN=C(C)O1 DXPIUHXKXUKZDK-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 239000004844 aliphatic epoxy resin Substances 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- UTTHLMXOSUFZCQ-UHFFFAOYSA-N benzene-1,3-dicarbohydrazide Chemical compound NNC(=O)C1=CC=CC(C(=O)NN)=C1 UTTHLMXOSUFZCQ-UHFFFAOYSA-N 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- ZWLIYXJBOIDXLL-UHFFFAOYSA-N decanedihydrazide Chemical compound NNC(=O)CCCCCCCCC(=O)NN ZWLIYXJBOIDXLL-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000002803 fossil fuel Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920002620 polyvinyl fluoride Polymers 0.000 description 1
- 238000010248 power generation Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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Abstract
【解決手段】 主剤と硬化剤とを用いる屋外用ポリウレタン系接着剤であって、前記主剤が、芳香族二塩基酸40〜80モル%と炭素数9以上の脂肪族二塩基酸20〜60モル%とを含む二塩基酸成分と、炭素数5以上の脂肪族多価アルコール20〜100モル%を含む多価アルコール成分とを含むポリエステルポリオールおよび/またはポリエステルポリウレタンポリオールからなるポリオール(A)を含み、前記硬化剤が、イソシアヌレートを重量比で50〜100%含有するポリイソシアネート(B)を含むものである、屋外用ポリウレタン系接着剤。
【選択図】 なし
Description
<ポリオールAの製造>
テレフタル酸ジメチル119.5部、エチレングリコール92.2部、ネオペンチルグリコール72.2部、および酢酸亜鉛0.02部を反応缶に仕込み、窒素気流下で攪拌しながら160〜210℃に加熱し、エステル交換反応を行なった。理論量の97%のメタノールが留出した後、イソフタル酸93.0部、アゼライン酸130.0を仕込み、160〜270℃に加熱し、エステル化反応を行なった。このまま反応缶を徐々に1〜2トールまで減圧し、酸価が0.8mgKOH/g以下となったところで減圧下での反応を停止し、重量平均分子量が80,000のポリエステルポリオール(エステル結合度0.93モル/100g)を得た。酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、ポリオールAとする。
<ポリオールBの製造>
テレフタル酸ジメチル99.6部、エチレングリコール92.2部、ネオペンチルグリコール72.2部、および酢酸亜鉛0.02部を反応缶に仕込み、窒素気流下で攪拌しながら160〜210℃に加熱し、エステル交換反応を行なった。理論量の97%のメタノールが留出した後、イソフタル酸77.5部、アジピン酸129.6部を仕込み、160〜240℃に加熱し、エステル化反応を行なった。このまま反応缶を徐々に1〜2トールまで減圧し、酸価が0.8mgKOH/g以下となったところで減圧下での反応を停止し、重量平均分子量が60,000のポリエステルポリオール(エステル結合度1.03モル/100g)を得た。酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、ポリオールBとする。
<ポリオールCの製造>
テレフタル酸ジメチル59.8部、エチレングリコール92.2部、ネオペンチルグリコール72.2部、酢酸亜鉛0.02部を反応缶に仕込み、窒素気流下で攪拌しながら160〜210℃に加熱し、エステル交換反応を行なった。理論量の97%のメタノールが留出した後、イソフタル酸46.5部、アゼライン酸233.7部を仕込み、160〜270℃に加熱し、エステル化反応を行なった。このまま反応缶を徐々に1〜2トールまで減圧し、酸価が0.8mgKOH/g以下となったところで減圧下での反応を停止し、重量平均分子量が80,000のポリエステルポリオール(エステル結合度0.91モル/100g)を得た。酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、ポリオールCとする。
<ポリオールDの製造>
エチレングリコール38.4部、ジエチレングリコール153.1部、イソフタル酸224.1部、アジピン酸84.5部を反応缶に仕込み、窒素気流下で攪拌しながら160〜240℃に加熱し、エステル化反応を行なった。このまま反応缶を徐々に1〜2トールまで減圧し、酸価が0.8mgKOH/g以下となったところで減圧下での反応を停止し、重量平均分子量が32,000のポリエステルポリオール(エステル結合度0.93モル/100g)を得た。酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、ポリオールDとする。
<ポリオールEの製造>
ネオペンチルグリコール94.2部、1,6−ヘキサンジオール91.7部、エチレングリコール37.6部、イソフタル酸211.5部、セバシン酸122.9部を反応缶に仕込み、窒素気流下で攪拌しながら160〜250℃に加熱し、エステル化反応を行なった。このまま反応缶を徐々に1〜2トールまで減圧し、酸価が1mgKOH/g以下となったところで減圧下での反応を停止し、重量平均分子量が6,000の前段階のポリエステルポリオールを得た。得られたポリエステルポリオールにイソホロンジイソシアネート22.9部を徐々に加え、100〜150℃で加熱反応させた。6時間反応後に、重量平均分子量35,000のポリエステルポリウレタンポリオール(エステル結合度0.79モル/100g)を得た。酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、ポリオールEとする。
ポリオールA100部とポリオールE40部を70℃で加熱・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液をポリオールFとする。
<ポリオールGの製造>
エチレングリコール72.8部、イソフタル酸83.0部、アジピン酸73.0部を反応缶に仕込み、窒素気流下で攪拌しながら160〜240℃に加熱し、エステル化反応を行なった。このまま反応缶を徐々に1〜2トールまで減圧し、酸価が0.8mgKOH/g以下となったところで減圧下での反応を停止し、重量平均分子量が32,000のポリエステルポリオール(エステル結合度1.10モル/100g)を得た。酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、ポリオールGとする。
<ポリオールHの製造>
エチレングリコール72.8部、アジピン酸146.0部を反応缶に仕込み、窒素気流下で攪拌しながら160〜240℃に加熱し、エステル化反応を行なった。このまま反応缶を徐々に1〜2トールまで減圧し、酸価が0.8mgKOH/g以下となったところで減圧下での反応を停止し、重量平均分子量が35,000のポリエステルポリオール(エステル結合度1.16モル/100g)を得た。酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、ポリオールHとする。
<ポリオールIの製造>
エチレングリコール58.3部、ネオペンチルグリコール24.4部、イソフタル酸83.0部、セバシン酸30.3部、アジピン酸51.1部を反応缶に仕込み、窒素気流下で攪拌しながら160〜240℃に加熱し、エステル化反応を行なった。更に、このまま反応缶を徐々に1〜2トールまで減圧した。酸価が0.8mgKOH/g以下となったところで減圧下での反応を停止し、重量平均分子量が35,000のポリエステルポリオール(エステル結合度1.01モル/100g)を得た。酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、ポリオールIとする。
<ポリオールJの製造>
1,6−ヘキサンジオール118.0部、セバシン酸202.0部を反応缶に仕込み、窒素気流下で攪拌しながら160〜270℃に加熱し、エステル化反応を行なった。更に、このまま反応缶を徐々に1〜2トールまで減圧した。酸価が0.8mgKOH/g以下となったところで減圧下での反応を停止し、重量平均分子量が75,000のポリエステルポリオール(エステル結合度0.70モル/100g)を得た。酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、ポリオールJとする。
<主剤1>
ポリオールA単独の樹脂溶液を、主剤1とする。
<主剤2>
ポリオールA140部、ビスフェノールA型エポキシ樹脂(東都化成(株)製、YD−012、以下同)30部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤2とする。
<主剤3>
ポリオールA140部、ビスフェノールA型エポキシ樹脂30部、エポキシ基含有オルガノシランカップリング剤(信越化学工業(株)製、KBE−403、以下同)3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤3とする。
<主剤4>
ポリオールB140部、ビスフェノールA型エポキシ樹脂30部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤4とする。
<主剤5>
ポリオールC140部、ビスフェノールA型エポキシ樹脂30部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤5とする。
<主剤6>
ポリオールD200部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤6とする。
<主剤7>
ポリオールE単独の樹脂溶液を、主剤7とする。
<主剤8>
ポリオールE200部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤8とする。
<主剤9>
ポリオールE140部、ビスフェノールA型エポキシ樹脂30部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤9とする。
<主剤10>
ポリオールF140部、ビスフェノールA型エポキシ樹脂30部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤10とする。
<主剤11>
ポリオールG140部、ビスフェノールA型エポキシ樹脂30部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤11とする。
<主剤12>
ポリオールH140部、ビスフェノールA型エポキシ樹脂30部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤12とする。
<主剤13>
ポリオールI140部、ビスフェノールA型エポキシ樹脂30部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤13とする。
<主剤14>
ポリオールJ140部、ビスフェノールA型エポキシ樹脂30部、エポキシ基含有オルガノシランカップリング剤3部を70℃で加熱・溶解・混合し、酢酸エチルで希釈して得られた固形分50%の樹脂溶液を、主剤14とする。
<硬化剤1>
イソホロンジイソシアネートの三量体を酢酸エチルで希釈して固形分50%の樹脂溶液としたものを硬化剤1とする。
<硬化剤2>
ヘキサメチレンジイソシアネートの三量体を酢酸エチルで希釈して固形分50%の樹脂溶液としたものを硬化剤2とする。
<硬化剤3>
ヘキサメチレンジイソシアネートのトリメチロールプロパンとのアダクト体を酢酸エチルで希釈して固形分50%の樹脂溶液としたものを硬化剤3とする。
<硬化剤4>
ヘキサメチレンジイソシアネートの水とのアダクト体を酢酸エチルで希釈して固形分50%の樹脂溶液としたものを硬化剤4とする。
<硬化剤5>
硬化剤1の100部と硬化剤3の100部を70℃で混合し、酢酸エチルで希釈して固形分50%の樹脂溶液としたものを硬化剤5とする。
<接着剤組成>
各種主剤と硬化剤を100:14(重量比)で配合し、酢酸エチルで希釈して固形分30%に調整した溶液を接着剤溶液とする。
<性能試験1>
実施例および比較例の各接着剤溶液を用い、以下に示すようにポリエステルフィルムとアルミニウム箔とを貼り付けて多層フィルム(複合ラミネート材)を作製し、以下の性能試験を行なった。
<性能試験2>
実施例および比較例の各接着剤溶液を用い、以下に示すようにポリエステルフィルムとアルミニウム箔とフッ素系フィルムとを貼り付けて多層フィルム(複合ラミネート材)を作製し、以下の性能試験を行なった。
B:4〜5N/15mmかつラミネート基材と接着剤の界面剥離(実用域)
C:2〜4N/15mmかつラミネート基材と接着剤の界面剥離(実用下限)
D:2N/15mm未満かつ接着剤の凝集破壊
以上の結果を表1に併せて示す。
Claims (4)
- 主剤と硬化剤とを用いる屋外用ポリウレタン系接着剤であって、
前記主剤が、芳香族二塩基酸40〜80モル%と炭素数9以上の脂肪族二塩基酸20〜60モル%とを含む二塩基酸成分と、炭素数5以上の脂肪族多価アルコール20〜100モル%を含む多価アルコール成分とを含むポリエステルポリオール、および、芳香族二塩基酸40〜80モル%と炭素数9以上の脂肪族二塩基酸20〜60モル%とを含む二塩基酸成分と、炭素数5以上の脂肪族多価アルコール20〜100モル%を含む多価アルコール成分とを含むポリエステルポリウレタンポリオールからなるポリオール(A)を含み、
前記ポリエステルポリオールの重量平均分子量は70,000以上であり、かつ、前記ポリエステルポリウレタンポリオールの重量平均分子量は40,000以下であり、
前記硬化剤が、イソシアヌレートを重量比で50〜100%含有するポリイソシアネート(B)を含むものである、
屋外用ポリウレタン系接着剤。 - 前記主剤がさらに、数平均分子量が1,000〜3,000のビスフェノール型エポキシ樹脂を含む、請求項1記載の屋外用ポリウレタン系接着剤。
- 前記主剤がさらに、シランカップリング剤を0.5〜5重量%含む、請求項1または2記載の屋外用ポリウレタン系接着剤。
- 前記ポリオール(A)のエステル結合度が、0.75〜0.99である、請求項1〜3のいずれか1項記載の屋外用ポリウレタン系接着剤。
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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WO2012073859A1 (ja) | 2010-11-29 | 2012-06-07 | ヘンケルジャパン株式会社 | 屋外用ウレタン接着剤 |
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Families Citing this family (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101699098B1 (ko) * | 2009-04-09 | 2017-02-01 | 코베스트로 도이칠란드 아게 | 테레프탈산 및 올리고알킬 옥시드로부터의 폴리에스테르 폴리올 |
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WO2013157604A1 (ja) * | 2012-04-19 | 2013-10-24 | Dic株式会社 | 樹脂組成物、2液型ラミネート接着剤、積層フィルム及び太陽電池のバックシート |
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CN103980460A (zh) * | 2013-12-27 | 2014-08-13 | 新东方油墨有限公司 | 低粘度mdi单体无溶剂双组分聚氨酯胶黏剂的制备方法 |
CN104312450B (zh) * | 2014-09-28 | 2016-08-24 | 上海维凯光电新材料有限公司 | Uv基材用电化铝背胶及其制备方法 |
JP6361494B2 (ja) * | 2014-12-19 | 2018-07-25 | 東洋インキScホールディングス株式会社 | 接着剤組成物、積層体、および積層体の製造方法 |
WO2016209873A1 (en) * | 2015-06-25 | 2016-12-29 | Dow Global Technologies Llc | Improved one part moisture curable adhesives |
US10224445B2 (en) * | 2015-11-02 | 2019-03-05 | S-Energy Co., Ltd. | Back sheet, method of manufacturing the same, solar cell module using the same and method of manufacturing solar cell |
CN109642141A (zh) * | 2016-09-06 | 2019-04-16 | Dic株式会社 | 粘接剂、泡罩包装用层叠体及使用其的泡罩包装 |
JP6534142B2 (ja) * | 2016-11-02 | 2019-06-26 | 東洋アルミエコープロダクツ株式会社 | エアコン吸気口用フィルター |
WO2018112306A1 (en) * | 2016-12-15 | 2018-06-21 | The Government Of The United States Of America, As Represented By The Secretary Of The Navy | Silyl-containing alcohols and amines for thermosets that disassemble on-demand |
CN108481865A (zh) * | 2018-04-13 | 2018-09-04 | 深圳昌茂粘胶新材料有限公司 | 一种防水透气呼吸膜及其制备方法 |
CN110484190B (zh) * | 2019-09-05 | 2021-05-18 | 山西省应用化学研究所(有限公司) | 房车车身用无溶剂单组分湿固化聚氨酯胶粘剂及其制备方法 |
CN112280024A (zh) * | 2020-10-29 | 2021-01-29 | 苏州巨峰电气绝缘系统股份有限公司 | 耐冷媒柔软复合材料、耐冷媒胶黏剂及其制备方法 |
EP4155333A1 (en) | 2021-09-23 | 2023-03-29 | Bostik SA | Adhesive compositions, layered articles and photovoltaic sheets |
CN117467396B (zh) * | 2023-12-27 | 2024-04-12 | 山东一诺威聚氨酯股份有限公司 | 高性能铝板粘合剂及其制备方法 |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59115374A (ja) * | 1982-12-21 | 1984-07-03 | Takeda Chem Ind Ltd | 接着剤用組成物 |
JP2733180B2 (ja) * | 1993-02-09 | 1998-03-30 | 東洋製罐株式会社 | フレキシブル包装用ラミネート、その製造方法及びそれに用いる接着剤 |
US5478897A (en) * | 1993-04-26 | 1995-12-26 | Takeda Chemical Industries, Ltd. | Polyurethane adhesive compositions |
JP3318421B2 (ja) * | 1993-12-22 | 2002-08-26 | 株式会社クラレ | ポリエステル系ポリウレタンおよびその製造方法 |
JP3665907B2 (ja) * | 1994-08-25 | 2005-06-29 | 大日本インキ化学工業株式会社 | 2液硬化型ラミネート用接着剤組成物およびラミネート方法 |
US5756777A (en) * | 1994-10-11 | 1998-05-26 | Daicel Chemical Industries, Ltd. | (Meth)acrylate having an alkenyl group, an epoxy (meth)acrylate, a (meth)acrylic resin having alkenyl groups, a (meth)acrylic resin having epoxy groups, a thermosetting resin composition, a coating composition, a powder coating composition |
US5780573A (en) * | 1995-06-13 | 1998-07-14 | Kuraray Co., Ltd. | Thermoplastic polyurethanes and molded articles comprising them |
JP4022912B2 (ja) * | 1997-09-05 | 2007-12-19 | 日本ポリウレタン工業株式会社 | ラミネート接着剤用ポリイソシアネート硬化剤を用いたラミネート接着剤 |
JPH1190699A (ja) * | 1997-09-18 | 1999-04-06 | Aida Eng Ltd | 油圧プレスの加圧力制御装置 |
US7638464B2 (en) * | 1999-04-26 | 2009-12-29 | Biocept, Inc. | Three dimensional format biochips |
JP4524463B2 (ja) * | 1999-07-27 | 2010-08-18 | 三井化学株式会社 | ガスバリア性ポリウレタン樹脂及びこれを含むガスバリア性フィルム |
US7378457B2 (en) * | 2000-02-15 | 2008-05-27 | Foster Miller, Inc. | No VOC radiation curable resin compositions with enhanced flexibility |
KR100635293B1 (ko) * | 2000-10-25 | 2006-10-19 | 다이니뽄 잉끼 가가꾸 고오교오 가부시끼가이샤 | 폴리우레탄 수지의 수성 분산체 및 수성 접착제 |
JP2002249745A (ja) * | 2001-02-27 | 2002-09-06 | Mitsui Takeda Chemicals Inc | 2液硬化型無溶剤系接着剤組成物 |
JP4106996B2 (ja) * | 2002-07-19 | 2008-06-25 | Dic株式会社 | ポリウレタン樹脂水性分散体及び水性接着剤 |
US6710096B2 (en) * | 2002-07-22 | 2004-03-23 | Basf Corporation | Polyether polyol for foam applications |
JPWO2006085690A1 (ja) * | 2005-02-10 | 2008-06-26 | 日本カーバイド工業株式会社 | 再帰反射シート |
JP2007136911A (ja) | 2005-11-21 | 2007-06-07 | Toray Ind Inc | 太陽電池用裏面封止用シート |
JP2008004691A (ja) * | 2006-06-21 | 2008-01-10 | Toppan Printing Co Ltd | 太陽電池裏面封止用シート |
JP5577013B2 (ja) * | 2007-06-06 | 2014-08-20 | 三井化学株式会社 | 無溶剤型ラミネート接着剤および複合フィルムの製造方法 |
-
2008
- 2008-11-18 US US13/003,679 patent/US20110104482A1/en not_active Abandoned
- 2008-11-18 EP EP08876577.1A patent/EP2308939B1/en not_active Not-in-force
- 2008-11-18 KR KR1020117003378A patent/KR101331837B1/ko active IP Right Grant
- 2008-11-18 JP JP2008293982A patent/JP4416047B1/ja active Active
- 2008-11-18 MY MYPI20110157 patent/MY150805A/en unknown
- 2008-11-18 CN CN200880130371.4A patent/CN102099434B/zh active Active
- 2008-11-18 WO PCT/JP2008/070939 patent/WO2010007697A1/ja active Application Filing
- 2008-11-26 TW TW097145627A patent/TWI454547B/zh active
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2012071419A (ja) * | 2010-09-27 | 2012-04-12 | Asahi Kasei E-Materials Corp | 積層物 |
WO2012073859A1 (ja) | 2010-11-29 | 2012-06-07 | ヘンケルジャパン株式会社 | 屋外用ウレタン接着剤 |
WO2012090857A1 (ja) | 2010-12-28 | 2012-07-05 | ヘンケルジャパン株式会社 | 屋外用ウレタン接着剤 |
WO2012090856A1 (ja) | 2010-12-28 | 2012-07-05 | ヘンケルジャパン株式会社 | 太陽電池バックシート用接着剤 |
KR20130131386A (ko) | 2010-12-28 | 2013-12-03 | 헨켈 아게 운트 코. 카게아아 | 태양 전지 백시트용 접착제 |
Also Published As
Publication number | Publication date |
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KR20110025881A (ko) | 2011-03-11 |
CN102099434B (zh) | 2014-07-23 |
WO2010007697A1 (ja) | 2010-01-21 |
CN102099434A (zh) | 2011-06-15 |
TW201005061A (en) | 2010-02-01 |
MY150805A (en) | 2014-02-28 |
EP2308939A4 (en) | 2012-07-25 |
EP2308939A1 (en) | 2011-04-13 |
JP2010043238A (ja) | 2010-02-25 |
TWI454547B (zh) | 2014-10-01 |
EP2308939B1 (en) | 2016-06-22 |
US20110104482A1 (en) | 2011-05-05 |
KR101331837B1 (ko) | 2013-11-22 |
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